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Embracing Elegance: The Ultimate Guide to the Old Money Aesthetic for Men

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Kyle Davis
Kyle Davis
Be exclusive, Be Devine, Be yourself.

In the vast realm of men’s fashion, few styles evoke as much allure and timeless charm as the “old money aesthetic.” When one thinks of old money aesthetic men, images of sprawling estates, ivy-covered walls, and gentlemen in impeccably tailored suits sipping tea in grand drawing rooms come to mind. But this aesthetic is not just about affluence; it’s a testament to a bygone era where elegance, class, and understated luxury were the hallmarks of style. Today, as the world becomes increasingly enamored with fleeting trends, the old money aesthetic stands as a beacon for those seeking to capture a sense of enduring sophistication. This guide aims to unravel the mystique surrounding this style, offering insights into its rich history and the key elements that define it.

Historical Context of the Old Money Aesthetic

The term “old money” is often associated with families and individuals who have maintained their wealth over generations. Historically, these were the aristocrats, the landed gentry, and the upper echelons of society in Europe and America. For old money aesthetic men, fashion was never about ostentation; it was a reflection of their heritage, upbringing, and a life steeped in tradition.

The Renaissance period in Europe saw the emergence of this aesthetic, with noblemen donning finely crafted garments made from luxurious fabrics. As we moved into the 19th and early 20th centuries, the aesthetic became more defined, especially among the American elite in places like Newport, Rhode Island, and New York City. These were men who attended Ivy League schools, summered in the Hamptons, and frequented exclusive clubs. Their style was a blend of European elegance and American practicality.

Characters from literature, like Tom Buchanan from F. Scott Fitzgerald’s “The Great Gatsby,” perfectly encapsulate the old money aesthetic men of that era—confident, refined, and with an unspoken air of superiority. Their fashion choices, while seemingly effortless, were meticulously curated, reflecting a deep understanding of quality and tradition.

The Ultimate Guide to the Old Money Aesthetic for Men

Key Elements of the Old Money Aesthetic

  • Tailored Suits: The quintessential element for old money aesthetic men. These suits, often made by bespoke tailors, fit like a second skin. The choice of fabric—be it wool, cashmere, or linen—spoke of the wearer’s discernment and appreciation for quality.
  • Classic Accessories: Accessories were never an afterthought. From heirloom watches passed down generations to cufflinks bearing family crests, each piece told a story. Ties, often in muted tones or classic patterns like stripes and paisleys, added a touch of color and personality.
  • Footwear: For old money aesthetic men, shoes were more than just functional items. They were statements. Polished leather loafers, sturdy brogues, and the occasional suede shoe showcased their versatility in style.
  • Casual Elegance: Even outside formal settings, the old money aesthetic shone brightly. Whether it was a day at the polo club or a weekend in the countryside, men opted for cashmere cardigans, well-fitted chinos, and shirts that exuded relaxed elegance.

Incorporating these elements into one’s wardrobe is not merely about emulating a look; it’s about imbibing a lifestyle that values heritage, quality, and timeless elegance above all else.

The Importance of Quality Over Quantity

In today’s fast-paced consumer culture, the allure of mass-produced items and fleeting trends can be hard to resist. However, for old money aesthetic men, the mantra has always been clear: quality trumps quantity every time. This philosophy is not just about making a statement; it’s a reflection of a deeper appreciation for craftsmanship, longevity, and sustainability.

When one invests in a piece of high-quality clothing or accessory, they’re not just purchasing an item; they’re investing in a legacy. A well-crafted leather bag, for instance, can last decades, aging gracefully and acquiring a unique patina that tells a story of its journeys. Similarly, a bespoke suit, tailored to perfection, can be a companion for years, adaptable to changing trends with minor alterations.

This approach to fashion also speaks of a more sustainable mindset. Instead of contributing to the cycle of fast fashion, which often results in wastage and environmental harm, old money aesthetic men prioritize pieces that stand the test of time, both in style and durability. It’s a nod to a more conscious and responsible way of living, where every purchase is deliberate and valued.

Incorporating Old Money Aesthetic into Modern Wardrobes

Marrying the timeless charm of the old money aesthetic with contemporary fashion sensibilities can seem daunting, but with a keen eye and a bit of creativity, it’s entirely achievable. The key lies in striking a balance, ensuring that while the essence of the old money style remains intact, there’s a fresh and modern twist to it.

For instance, pairing a vintage tweed blazer with a slim-fit t-shirt and dark jeans can create a look that’s both classic and contemporary. Similarly, an old money staple like a crisp white shirt can be given a modern update when worn with a pair of tailored joggers and minimalist sneakers.

Layering is another effective way to blend the two styles. A cashmere sweater, a hallmark of the old money aesthetic, can be layered over a graphic tee for a look that’s both refined and edgy. Accessories, too, play a crucial role. A classic leather belt or a vintage pocket square can elevate a simple outfit, infusing it with that unmistakable old money charm.

Grooming to Complement the Aesthetic

While clothing forms the foundation of the old money aesthetic, grooming is the finishing touch that brings the entire look together. For old money aesthetic men, grooming is not about following the latest trends but about maintaining a polished and refined appearance that exudes confidence and class.

Hair should be kept neat, with classic cuts like the side part or the pompadour being perennial favorites. If one prefers facial hair, it should be well-groomed, whether it’s a full beard or a simple mustache. The key is to ensure that it looks intentional and not unkempt.

Skincare, often overlooked by men, is vital. A basic routine that includes cleansing, toning, and moisturizing can make a world of difference, giving the skin a healthy and youthful glow. Fragrance, too, plays a role. Opting for timeless scents with notes of wood, musk, or citrus can complement the old money aesthetic perfectly.

In essence, grooming, much like the old money aesthetic itself, is about presenting the best version of oneself, with an emphasis on elegance, simplicity, and timeless charm.

The Ultimate Guide to the Old Money Aesthetic for Men

Places and Events to Showcase the Old Money Aesthetic

The old money aesthetic, while versatile, truly shines in settings that mirror its elegance and grandeur. These are places and events where the ambiance, the crowd, and the very air seem to resonate with a sense of timeless sophistication.

  • Polo Matches: The sport of kings offers the perfect backdrop for the old money look. The sprawling green fields, the galloping horses, and the genteel crowd make it an ideal setting to don a crisp linen suit or a classic blazer.
  • Opera and Ballet Nights: The opulent interiors of opera houses and theaters, combined with the artistic performances, provide a stage for old money aesthetic men to showcase their refined style. Think tuxedos, bow ties, and polished leather shoes.
  • Art Galas and Auctions: These events, often attended by the who’s who of society, are occasions where the old money aesthetic can be flaunted with pride. From tailored suits to vintage accessories, every piece becomes a conversation starter.
  • Country Clubs and Exclusive Resorts: These venues, with their manicured lawns, golf courses, and elite clientele, are synonymous with the old money lifestyle. Whether it’s a weekend brunch or a sunset soiree, the setting calls for outfits that exude understated luxury.
  • Historical and Heritage Sites: Visiting castles, manors, and heritage hotels can transport one back to an era where the old money aesthetic was the norm. Such venues provide a picturesque backdrop to showcase this timeless style.


The old money aesthetic is more than just a style; it’s a reflection of a mindset that values tradition, quality, and a certain grace that’s rare in today’s fast-paced world. It’s not about flaunting wealth or status but about embodying a sense of timeless elegance that speaks volumes without saying a word. For old money aesthetic men, every stitch, every accessory, and every grooming choice is a testament to their appreciation for the finer things in life—not because they’re expensive, but because they’re enduring.

In a world that’s constantly chasing the new and the novel, the old money aesthetic stands as a reminder of the beauty of the classics. It’s a nod to a time when fashion was not just about looking good but about feeling good, about presenting oneself with dignity and class. As we move forward, it’s heartening to see that this aesthetic, with its rich history and undeniable charm, continues to inspire and captivate. It’s not just a look; it’s a legacy.

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